4-(Chloromethyl)-7-hydroxy-2H-chromen-2-one

Modify Date: 2024-01-02 12:54:04

4-(Chloromethyl)-7-hydroxy-2H-chromen-2-one Structure
4-(Chloromethyl)-7-hydroxy-2H-chromen-2-one structure
Common Name 4-(Chloromethyl)-7-hydroxy-2H-chromen-2-one
CAS Number 25392-41-0 Molecular Weight 210.614
Density 1.4±0.1 g/cm3 Boiling Point 409.6±45.0 °C at 760 mmHg
Molecular Formula C10H7ClO3 Melting Point 180-183ºC
MSDS N/A Flash Point 201.5±28.7 °C

 Use of 4-(Chloromethyl)-7-hydroxy-2H-chromen-2-one


4-(Chloromethyl)-7-hydroxycoumarin (compound 4) is a hydroxycoumarin derivative with potent antioxidant effect and high hydroxyl radical-scavenging property. 4-(Chloromethyl)-7-hydroxycoumarin contains a methyl group and a chlorine group in the heterocyclic ring. A series of coumarins incorporating hydroxy-, chloro- and/or chloromethyl-moieties has been investigated as potent inhibitors of the zinc enzyme carbonic anhydrase, expecially tumor-associated isoforms CA IX and XII[1][2].

 Names

Name 4-(chloromethyl)-7-hydroxychromen-2-one
Synonym More Synonyms

  Biological Activity

Description 4-(Chloromethyl)-7-hydroxycoumarin (compound 4) is a hydroxycoumarin derivative with potent antioxidant effect and high hydroxyl radical-scavenging property. 4-(Chloromethyl)-7-hydroxycoumarin contains a methyl group and a chlorine group in the heterocyclic ring. A series of coumarins incorporating hydroxy-, chloro- and/or chloromethyl-moieties has been investigated as potent inhibitors of the zinc enzyme carbonic anhydrase, expecially tumor-associated isoforms CA IX and XII[1][2].
Related Catalog
References

[1]. Fernanda Pérez-Cruz, et al. Selected hydroxycoumarins as antioxidants in cells: physicochemical and reactive oxygen species scavenging studies. 2013, Oct. 26(10):773-783.

[2]. Knaus E E , et al. Phenylethynylbenzenesulfonamide regioisomers strongly and selectively inhibit the transmembrane, tumor-associated carbonic anhydrase isoforms IX and XII over the cytosolic isoforms I and II[J]. Bioorganic & Medicinal Chemistry Letters, 2011, 21(19):5892-5896.

 Chemical & Physical Properties

Density 1.4±0.1 g/cm3
Boiling Point 409.6±45.0 °C at 760 mmHg
Melting Point 180-183ºC
Molecular Formula C10H7ClO3
Molecular Weight 210.614
Flash Point 201.5±28.7 °C
Exact Mass 210.008377
PSA 50.44000
LogP 2.38
Vapour Pressure 0.0±1.0 mmHg at 25°C
Index of Refraction 1.619
Storage condition 2-8℃

 Safety Information

Hazard Codes Xi
HS Code 2932209090

 Synthetic Route

~94%

4-(Chloromethyl)-7-hydroxy-2H-chromen-2-one Structure

4-(Chloromethyl...

CAS#:25392-41-0

Literature: Reddy, Y. Thirupathi; Sonar, Vijayakumar N.; Crooks, Peter A.; Dasari, Pavan K.; Reddy, P. Narsimha; Rajitha Synthetic Communications, 2008 , vol. 38, # 13 p. 2082 - 2088

~85%

4-(Chloromethyl)-7-hydroxy-2H-chromen-2-one Structure

4-(Chloromethyl...

CAS#:25392-41-0

Literature: Sharghi, Hashem; Jokar, Mahboubeh Heterocycles, 2007 , vol. 71, # 12 p. 2721 - 2733

 Customs

HS Code 2932209090
Summary 2932209090. other lactones. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

 Synonyms

2H-1-Benzopyran-2-one, 4-(chloromethyl)-7-hydroxy-
4-Chloromethyl-7-hydroxychromen-2-one
6-hydroxy-1-chloromethyl-3-oxo-3H-benzopyran
4-(chloromethyl)-7-hydroxy-2H-2-chromenone
4-(chloromethyl)-7-hydroxy-2H-chrome-2-one
chloromethylhydroxychromenone
4-(Chloromethyl)-7-hydroxy-2H-chromen-2-one
CellHunt Blue CMHC [4-Chloromethyl-7-hydroxycoumarin]
4-(Chloromethyl)-7-hydroxycoumarin
7-hydroxy-4-chloromethylcoumarin